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The terrace outside this historic café boasts one of the best views in town, encompassing an almost unimaginable collection of architectural highlights and public art from the Renaissance. Linger over your coffee or a cup of hot chocolate as you gaze upon the Palazzo Vecchio, as well as a copy of Michelangelo’s David, the Fountain of Neptune, and the remarkable assembly of classical sculptures inside the Loggia dei Lanzi. It does cost more to sit outside than to stand at polished wooden bar inside, but this splurge is highly recommended. (The original owners were the official chocolatiers to the royal family of Savoy; you can take home a piece of that history in a beautifully wrapped box of chocolates or a jar of chocolate-hazelnut spread.)

A reservation is an absolute necessity at this very traditional and very popular Florentine trattoria. The white-tiled walls are hung with photographs and prints; hard wooden benches and tables run along the perimeter, and more tables are squeezed into the center. The menu is decidedly Tuscan with highlights like finocchiona (a fennel-flecked salami), slow-cooked beans, tortino di carciofi (artichoke in swirl of whipped eggs), and butter chicken, which is served sizzling in the pan. Save room for the house dessert: heaped layers of cream and meringue surrounded by tiny wild strawberries.

The smallest hotel on our list, Honor & Folly is the place to go if you want to avoid the crowds and feel as if you are visiting family. The second-story guesthouse features two rooms, perfect for couples traveling together or a small family looking for a quiet escape. Hardwood floors and exposed brick abound and guests are welcome to order a picnic basket to go or reserve artisanal groceries in advance.

Part sustainable residential building, part eco-friendly lodge, the El Moore has been witness to Detroit’s turbulent history. The restored Victorian building boasts rooftop urban cabins, expansive suites, and bunk-bedded garden view rooms, covering various price points. Rooms feature reclaimed wood and subway tiles as well as ash paneling, geothermal heating, and solar paneling.

Sip a passion fruit punch at this small beach hut beside Saint Mark Parish—Soufrière’s splendid Roman Catholic church, built in 1880—then hop in the homespun sulfur soaking pools on the shoreline. Here, a fumarole warms the sea water and injects bubbles into this natural volcanic spa. For an even more indulgent experience, rent a sun lounger, book a session with the massage therapist, or visit for a Sunday barbecue, when live music creates a festive vibe.

The soft, gold sand of Batibou Beach stretches along Dominica’s northeast coast, where the Atlantic is calm enough for swimming. Visitors and locals alike come here to relax in the shade of towering coconut trees, or sip rum punch in a hammock at the tiny, rustic beach bar. To reach Batibou, walk 20 minutes down a rough, often muddy trail, or hire a roundtrip ride from the Hampstead Country House. If you’re seeking solitude, avoid Sunday afternoons, when the barbecue scene is particularly lively.

It’s not often one gets to visit a home designed by legendary architect Frank Lloyd Wright—much less stay in one—but the Palmer House lets you do both. Situated in the nearby city of Ann Arbor, home to the University of Michigan, the brick and cypress home is one of Wright’s last masterpieces and features a teahouse on premises. Guests can rent the three-bedroom house for a quick getaway or for an event (25 people max for the latter).

Explore underwater arches, tunnels, and grottos at this north island dive site—one of Dominica’s most popular descents. Here, blackbar soldierfish and glasseye sweepers patrol a sweep of exceptionally healthy hard and soft corals. Make sure to look down, where a fumarole releases bubbles on the ocean floor. Suitable for all levels, Toucari Caves has a max depth of 38 feet.

Dominica’s most established contemporary artist, Earl Darius Etienne produces social realist paintings, often made with smoke and soot. One of his more famous works, the Massacre Mural, is a bright, in-your-face depiction of British troops slaughtering the indigenous Kalinago people. Check out his masterpieces at various island galleries, including his own Art Asylum in Mahaut.

Stroll 15 minutes through a lush rainforest to this gorgeous 40-foot waterfall grotto, located deep within the World Heritage site of Morne Trois Pitons National Park. Railings and a broad, well-maintained trail make the trip accessible even to non-hikers, though the tree-fringed pool—which is open to swimmers—gets unpleasantly packed when cruise ships pull into port. Serious photographers should haul along tripods and cable or remote shutter releases to capture the low-light, but oh-so-lovely scenery, which has become one of Dominica’s top attractions.

Two of Dominica’s top scuba sites snuggle together in southwestern Soufrière Bay: La Sorcière (Witches Point) and, just to its north, L’Abym (the Abyss). Both are dramatic wall dives, poised between steep topside cliffs and a submerged crater. While divers often see turtles here, you should also keep an eye out for frogfish, seahorses, and flying gurnards amid the orange elephant ear sponges, bright as prison jumpsuits.

This open-air, oceanside Creole restaurant snuggles behind a grocery store in Calibishie, a bijou town where locals, expats, and tourists mingle. While the short ribs steal the spotlight, there are also Caribbean favorites like yam, fried plantains, and goat curry. Top any dish with local hot sauce made from Scotch bonnet peppers (available for sale in the adjacent bodega). The gazebo offers stunning views of the water and Red Rocks, but avoid it on windy days when the sea spray kicks up.

For a refreshing swim, head to this deep mountain pool, which shines turquoise in the afternoon sun. On the upper reaches of the Hampstead River, the swimming hole even has a natural waterslide, fashioned from smooth, chafe-free rock. Pack and picnic and wear shoes suitable for the moderate rain forest hike in (1–2 hours roundtrip, depending on your route).

Geothermal springs on the ocean floor release curtains of bubbles at one of the world’s most famous and unusual dive sites. Shallow enough for snorkelers and folks new to scuba, this spectacular reef has lavish sea life, from sponges to parrotfish to hawksbill turtles. Book a guided tour of this extinct volcanic crater or pay a small marine reserve entrance fee at the site’s excellent dive shop.

Stroll a rain-forested path—or hire a brightly painted rowboat and guide—to reach this open-air watering hole. It anchors a rudimentary botanical garden up the Indian River, one of the most famous Pirates of the Caribbean film locations. Try the Dynamite Punch, a stiff concoction allegedly containing 44 fruits. “One cup is good, two is better, but for three, we call 9-1-1,” cautions Guide James “Bond” Henry.